Formation of an air-stable diborane via a stepwise BH3 addition of pyrido[1,2- a]isoindole with H2 evolution

Jiaqi Dong; Lutao Zhang; Dehui Tan; Jianfeng Wu; Nan Wang; Soren K Mellerup; Suning Wang; Deng-Tao Yang

doi:10.1039/d1cc04228a

Formation of an air-stable diborane via a stepwise BH₃ addition of pyrido[1,2- a]isoindole with H₂ evolution

Chem Commun (Camb). 2021 Sep 28;57(77):9882-9885. doi: 10.1039/d1cc04228a.

Authors

Jiaqi Dong¹, Lutao Zhang¹, Dehui Tan¹, Jianfeng Wu¹, Nan Wang², Soren K Mellerup³, Suning Wang³, Deng-Tao Yang¹

Affiliations

¹ School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi 710072, China. dtyang@nwpu.edu.cn.
² Key Laboratory of Cluster Science, Ministry of Education of China, Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, School of Chemistry and Chemical Engineering Beijing Institute of Technology, Beijing, China. nanwang@bit.edu.cn.
³ Department of Chemistry, Queen's University, Kingston, Ontario K7L 3N6, Canada.

PMID: 34494050
DOI: 10.1039/d1cc04228a

Abstract

A novel and air-stable organo(hydro)diborane featuring a five-membered aryl ring supported bridging B-C-B three-centre-two-electron (3c-2e) bond has been reported. Pyrido[1,2-a]isoindole was found to undergo a stepwise BH₃ addition reaction, during which a mono-BH₃ adduct was formed from a electrophilic addition at the C^γ in pyrido[1,2-a]isoindole. A molecule of hydrogen was eliminated throughout the second step of addition reaction. DFT calculations indicate that the H₂ evolution is concerted to the second BH₃ addition rather than forming BC before the second BH₃ attack.